Download Ch#8 Amines - Seattle Central College

CHEMISTRY 122
HW CH#8 AMINES
10, 12, 16, 20, 22, 40, 42, 44, 46, 48
8-10
(a), (c), and (d): True
(d) False: the IUPAC name is 1-pentanamine.
8-12
NH2
NH2
(a)
(b)
N(CH3)2
(c)
OH
H
N
(d)
NH2
NH2
(e)
CH3
(f)
CH3
8-16
(b), and (c): True
(a) False: alcohols have strong hydrogen bonding due to the greater polarity of
the O-H bond versus the N-H bond.
8-20
Low-molecular-weight amines are polar molecules and are soluble in water
because they form relatively strong hydrogen bonds with water molecules.
Hydrocarbons are nonpolar molecules and do not interact with water molecules.
8-22
Nitrogen is less electronegative than oxygen and, therefore, more willing to
donate its unshared pair of electrons to H+ in an acid-base reaction to form a salt,
thus making the amine a stronger base.
8-40
The drugs Librium and Valium are both achiral.
8-42
The name phenylephrine.HCl is used to indicate the ammonium chloride salt. No
unreacted HCl is present.
8-44
The skeletal similarities between Albuterol and epinephrine are outlined in bold.
Albuterol contains one 1° alcohol, one 2° alcohol, one phenol, and one 2° amine.
Albuterol differs from epinephrine in that one phenolic –OH group of epinephrine
is substituted with a –CH2OH group, and the N-methyl group of epinephrine is
substituted with an N-tert-butyl group.
OH
OH
H
H
HO
N
N
HO
HO
HO
Epinephrine
(R)-Albuterol
8-46
In order of decreasing ability to form intermolecular hydrogen bonds, they are
CH3OH > (CH3) 2NH > CH3SH. An O-H bond is more polar than an N-H bond,
which is more polar than an S-H bond.
8-48
Butane, the least polar molecule, has the lowest boiling point and 1-propanol, the
most polar molecule, has the highest boiling point.
CH3CH2CH2CH3
CH3CH2CH2NH2
CH3CH2CH2OH
-0.5 C
48 C
97 C